Natural Product: NPC327388

Natural Product ID:  NPC327388
Common Name:   (5Z,8Z,11Z,14Z)-16-(3-Ethyloxiran-2-Yl)Hexadeca-5,8,11,14-Tetraenoic Acid
IUPAC Name:   (5Z,8Z,11Z,14Z)-16-(3-ethyloxiran-2-yl)hexadeca-5,8,11,14-tetraenoic acid
Synonyms:  
Molecular Formula:   C20H30O3
Standard InCHIKey:  GPQVVJQEBXAKBJ-JPURVOHMSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)/b5-3-,8-6-,11-9-,14-12-
Canonical SMILES:  CCC1OC1C/C=CC/C=CC/C=CC/C=CCCCC(=O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[18953024]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = -22.5 bpm 21591683

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC327388 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9811 High Similarity NPC323597
0.9811 High Similarity NPC211752
0.9811 High Similarity NPC323498
0.9123 High Similarity NPC320305
0.9123 High Similarity NPC328776
0.8814 High Similarity NPC328089
0.8814 High Similarity NPC68343
0.8545 High Similarity NPC137538
0.8448 Intermediate Similarity NPC478095
0.8421 Intermediate Similarity NPC323436
0.8393 Intermediate Similarity NPC52264
0.8305 Intermediate Similarity NPC321919
0.8305 Intermediate Similarity NPC81896
0.8276 Intermediate Similarity NPC478096
0.8167 Intermediate Similarity NPC201939
0.8136 Intermediate Similarity NPC329249
0.8125 Intermediate Similarity NPC317583
0.8113 Intermediate Similarity NPC91495
0.8077 Intermediate Similarity NPC117572
0.8 Intermediate Similarity NPC243532
0.7963 Intermediate Similarity NPC5413
0.7963 Intermediate Similarity NPC163345
0.7963 Intermediate Similarity NPC149821
0.7869 Intermediate Similarity NPC113293
0.7869 Intermediate Similarity NPC321838
0.7818 Intermediate Similarity NPC59051
0.7812 Intermediate Similarity NPC478100
0.7812 Intermediate Similarity NPC478097
0.7778 Intermediate Similarity NPC207292
0.7778 Intermediate Similarity NPC476657
0.7778 Intermediate Similarity NPC476655
0.7778 Intermediate Similarity NPC478099
0.7778 Intermediate Similarity NPC476654
0.7778 Intermediate Similarity NPC478098
0.7705 Intermediate Similarity NPC327112
0.7705 Intermediate Similarity NPC328311
0.7679 Intermediate Similarity NPC48162
0.7656 Intermediate Similarity NPC476656
0.7656 Intermediate Similarity NPC476659
0.7656 Intermediate Similarity NPC478101
0.7647 Intermediate Similarity NPC92558
0.7586 Intermediate Similarity NPC322461
0.7544 Intermediate Similarity NPC92114
0.7541 Intermediate Similarity NPC322002
0.7538 Intermediate Similarity NPC104537
0.7538 Intermediate Similarity NPC22101
0.7538 Intermediate Similarity NPC330426
0.7538 Intermediate Similarity NPC25298
0.7538 Intermediate Similarity NPC148192
0.7538 Intermediate Similarity NPC127091
0.7538 Intermediate Similarity NPC271921
0.7458 Intermediate Similarity NPC223677
0.7458 Intermediate Similarity NPC28779
0.7458 Intermediate Similarity NPC200845
0.7458 Intermediate Similarity NPC10316
0.7458 Intermediate Similarity NPC128061
0.7424 Intermediate Similarity NPC473559
0.7424 Intermediate Similarity NPC141481
0.7424 Intermediate Similarity NPC209327
0.7424 Intermediate Similarity NPC273508
0.7424 Intermediate Similarity NPC324981
0.7424 Intermediate Similarity NPC48218
0.7414 Intermediate Similarity NPC36061
0.7414 Intermediate Similarity NPC1813
0.7414 Intermediate Similarity NPC71761
0.7414 Intermediate Similarity NPC139029
0.7414 Intermediate Similarity NPC70387
0.7414 Intermediate Similarity NPC321062
0.7414 Intermediate Similarity NPC294548
0.7368 Intermediate Similarity NPC284212
0.7368 Intermediate Similarity NPC28205
0.7358 Intermediate Similarity NPC270796
0.7344 Intermediate Similarity NPC470320
0.7344 Intermediate Similarity NPC475221
0.7344 Intermediate Similarity NPC476658
0.7333 Intermediate Similarity NPC325977
0.7333 Intermediate Similarity NPC477201
0.7321 Intermediate Similarity NPC207815
0.7313 Intermediate Similarity NPC475982
0.7313 Intermediate Similarity NPC130618
0.7302 Intermediate Similarity NPC26810
0.7288 Intermediate Similarity NPC32467
0.7288 Intermediate Similarity NPC261831
0.7288 Intermediate Similarity NPC290563
0.7288 Intermediate Similarity NPC88966
0.7288 Intermediate Similarity NPC154245
0.7288 Intermediate Similarity NPC85813
0.7288 Intermediate Similarity NPC424
0.7288 Intermediate Similarity NPC25417
0.7288 Intermediate Similarity NPC87564
0.7288 Intermediate Similarity NPC6095
0.7288 Intermediate Similarity NPC281972
0.7273 Intermediate Similarity NPC473829
0.7273 Intermediate Similarity NPC49863
0.7273 Intermediate Similarity NPC475443
0.7273 Intermediate Similarity NPC26500
0.7273 Intermediate Similarity NPC99619
0.7273 Intermediate Similarity NPC42304
0.7258 Intermediate Similarity NPC322186
0.7258 Intermediate Similarity NPC318306
0.7258 Intermediate Similarity NPC222852
0.7241 Intermediate Similarity NPC129458
0.7241 Intermediate Similarity NPC281245
0.7231 Intermediate Similarity NPC326268
0.7231 Intermediate Similarity NPC317881
0.7231 Intermediate Similarity NPC318420
0.7231 Intermediate Similarity NPC136164
0.7231 Intermediate Similarity NPC255863
0.7231 Intermediate Similarity NPC323477
0.7231 Intermediate Similarity NPC320642
0.7231 Intermediate Similarity NPC323045
0.7231 Intermediate Similarity NPC245947
0.7213 Intermediate Similarity NPC44542
0.7213 Intermediate Similarity NPC472445
0.7206 Intermediate Similarity NPC476660
0.7206 Intermediate Similarity NPC42526
0.7188 Intermediate Similarity NPC54925
0.7188 Intermediate Similarity NPC29697
0.7167 Intermediate Similarity NPC274290
0.7167 Intermediate Similarity NPC473863
0.7143 Intermediate Similarity NPC473489
0.7143 Intermediate Similarity NPC143857
0.7143 Intermediate Similarity NPC229252
0.7121 Intermediate Similarity NPC328653
0.7121 Intermediate Similarity NPC146811
0.7119 Intermediate Similarity NPC309606
0.7119 Intermediate Similarity NPC217188
0.7119 Intermediate Similarity NPC10081
0.7119 Intermediate Similarity NPC139545
0.7119 Intermediate Similarity NPC39633
0.7119 Intermediate Similarity NPC225066
0.7115 Intermediate Similarity NPC123357
0.7077 Intermediate Similarity NPC226592
0.7077 Intermediate Similarity NPC308457
0.7069 Intermediate Similarity NPC470411
0.7059 Intermediate Similarity NPC470436
0.7059 Intermediate Similarity NPC473772
0.7049 Intermediate Similarity NPC472808
0.7049 Intermediate Similarity NPC324224
0.7049 Intermediate Similarity NPC18951
0.7049 Intermediate Similarity NPC187777
0.7049 Intermediate Similarity NPC179764
0.7042 Intermediate Similarity NPC473582
0.7042 Intermediate Similarity NPC260396
0.7031 Intermediate Similarity NPC151648
0.7031 Intermediate Similarity NPC271282
0.7031 Intermediate Similarity NPC325929
0.7031 Intermediate Similarity NPC477829
0.7031 Intermediate Similarity NPC66460
0.7015 Intermediate Similarity NPC122627
0.7 Intermediate Similarity NPC284006
0.7 Intermediate Similarity NPC470435
0.6984 Remote Similarity NPC274927
0.6984 Remote Similarity NPC329550
0.6984 Remote Similarity NPC106851
0.697 Remote Similarity NPC19769
0.697 Remote Similarity NPC96414
0.6957 Remote Similarity NPC318766
0.6957 Remote Similarity NPC475310
0.6949 Remote Similarity NPC170167
0.6949 Remote Similarity NPC303765
0.6935 Remote Similarity NPC212730
0.6935 Remote Similarity NPC265551
0.6935 Remote Similarity NPC225929
0.6923 Remote Similarity NPC68110
0.6923 Remote Similarity NPC474774
0.6912 Remote Similarity NPC474823
0.6901 Remote Similarity NPC474321
0.6901 Remote Similarity NPC326504
0.6897 Remote Similarity NPC225974
0.6897 Remote Similarity NPC224227
0.6885 Remote Similarity NPC474672
0.6885 Remote Similarity NPC45626
0.6885 Remote Similarity NPC228473
0.6885 Remote Similarity NPC54766
0.6875 Remote Similarity NPC26223
0.6875 Remote Similarity NPC235242
0.6875 Remote Similarity NPC251042
0.6875 Remote Similarity NPC174447
0.6875 Remote Similarity NPC122521
0.6866 Remote Similarity NPC124586
0.6866 Remote Similarity NPC248125
0.6866 Remote Similarity NPC83965
0.6866 Remote Similarity NPC201356
0.6857 Remote Similarity NPC293114
0.6857 Remote Similarity NPC477981
0.6857 Remote Similarity NPC320119
0.6857 Remote Similarity NPC477983
0.6852 Remote Similarity NPC187922
0.6833 Remote Similarity NPC284224
0.6825 Remote Similarity NPC329819
0.6825 Remote Similarity NPC469373
0.6812 Remote Similarity NPC236208
0.6812 Remote Similarity NPC475004
0.6812 Remote Similarity NPC143396
0.6806 Remote Similarity NPC473948
0.678 Remote Similarity NPC262968
0.678 Remote Similarity NPC244452
0.678 Remote Similarity NPC178586
0.6774 Remote Similarity NPC252860

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC327388 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8113 Intermediate Similarity NPD5343 Approved
0.8077 Intermediate Similarity NPD4222 Approved
0.7966 Intermediate Similarity NPD6109 Phase 1
0.7963 Intermediate Similarity NPD3173 Approved
0.7736 Intermediate Similarity NPD39 Approved
0.7705 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6096 Approved
0.7547 Intermediate Similarity NPD6097 Approved
0.7414 Intermediate Similarity NPD3172 Approved
0.7407 Intermediate Similarity NPD3174 Discontinued
0.7358 Intermediate Similarity NPD5326 Phase 3
0.7344 Intermediate Similarity NPD3197 Phase 1
0.7288 Intermediate Similarity NPD3194 Approved
0.7288 Intermediate Similarity NPD3195 Phase 2
0.7288 Intermediate Similarity NPD4266 Approved
0.7288 Intermediate Similarity NPD3196 Approved
0.7273 Intermediate Similarity NPD4247 Clinical (unspecified phase)
0.678 Remote Similarity NPD29 Approved
0.678 Remote Similarity NPD28 Approved
0.678 Remote Similarity NPD6927 Phase 3
0.6579 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6552 Remote Similarity NPD622 Approved
0.6471 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6329 Remote Similarity NPD7154 Phase 3
0.6316 Remote Similarity NPD4268 Approved
0.6316 Remote Similarity NPD4271 Approved
0.6308 Remote Similarity NPD585 Clinical (unspecified phase)
0.6282 Remote Similarity NPD5369 Approved
0.6203 Remote Similarity NPD6435 Approved
0.6154 Remote Similarity NPD4821 Approved
0.6154 Remote Similarity NPD4820 Approved
0.6154 Remote Similarity NPD4252 Approved
0.6154 Remote Similarity NPD4819 Approved
0.6154 Remote Similarity NPD4822 Approved
0.6125 Remote Similarity NPD5362 Discontinued
0.6104 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6098 Remote Similarity NPD4249 Approved
0.6053 Remote Similarity NPD819 Approved
0.6053 Remote Similarity NPD818 Approved
0.6024 Remote Similarity NPD4251 Approved
0.6024 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD4269 Approved
0.6 Remote Similarity NPD4270 Approved
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD46 Approved
0.5974 Remote Similarity NPD4756 Discovery
0.5949 Remote Similarity NPD5368 Approved
0.5932 Remote Similarity NPD4265 Approved
0.5926 Remote Similarity NPD5332 Approved
0.5926 Remote Similarity NPD5331 Approved
0.5904 Remote Similarity NPD5786 Approved
0.5902 Remote Similarity NPD4220 Pre-registration
0.5882 Remote Similarity NPD6101 Approved
0.5882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5875 Remote Similarity NPD4790 Discontinued
0.5814 Remote Similarity NPD7838 Discovery
0.5802 Remote Similarity NPD5209 Approved
0.5783 Remote Similarity NPD5363 Approved
0.5763 Remote Similarity NPD2699 Approved
0.5747 Remote Similarity NPD7983 Approved
0.5747 Remote Similarity NPD6411 Approved
0.5738 Remote Similarity NPD2266 Phase 2
0.5714 Remote Similarity NPD6422 Discontinued
0.5714 Remote Similarity NPD8039 Approved
0.5714 Remote Similarity NPD5783 Phase 3
0.5714 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5698 Remote Similarity NPD5370 Suspended
0.5696 Remote Similarity NPD3732 Approved
0.5694 Remote Similarity NPD3704 Approved
0.5694 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5692 Remote Similarity NPD3730 Approved
0.5692 Remote Similarity NPD3728 Approved
0.5682 Remote Similarity NPD5779 Approved
0.5682 Remote Similarity NPD5778 Approved
0.5672 Remote Similarity NPD8779 Phase 3
0.5663 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5632 Remote Similarity NPD5785 Approved

Structure

External Identifiers

PubChem CID   16061089
ChEMBL   CHEMBL1802674
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  1.585
MLogP:  3.33
XLogP:  6.041
# Rotatable Bonds:  15
Polar Surface Area:  49.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  23

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs